Round: 54 Ground: Clay
| ITF M15 Orlando | 2019/06/19 14:45 | Cash Hanzlik v Aleksandar Kovacevic | 6-7,4-6 |
| ITF M15 Orlando | 2019/06/18 13:00 | Cash Hanzlik v Felipe Santamaria | 7-5,6-1 |
| ITF M15 Orlando | 2019/06/17 13:00 | Jordan Parker v Cash Hanzlik | 3-6,2-6 |
| ITF M25 Naples | 2019/10/29 14:00 | Matthis Ross v Rowland Phillips | 4-6,6-3,10-8 |
| ITF M25 Naples | 2019/10/27 14:00 | Murphy Cassone v Rowland Phillips | 2-6,5-7 |
| ITF M15 Cancun | 2019/08/20 14:00 | Rowland Phillips v Shintaro Mochizuki | 6-4,4-6,6-7 |
| ITF M15 Cancun | 2019/08/13 16:20 | Rowland Phillips v Ricardo Rodriguez-Pace | 6-4,4-6,2-6 |
| ITF M25 Lima | 2019/07/18 19:35 | Rafael Matos v Rowland Phillips | 6-3,6-2 |
| ITF M25 Lima | 2019/07/17 19:30 | Rowland Phillips v Gaston Erhardt | 3-6,7-6,7-5 |
| ITF M15 Lima | 2019/07/09 16:30 | Jorge Panta v Rowland Phillips | 6-4,6-3 |
| Davis Cup | 2019/06/21 17:05 | Jaime Bendeck v Rowland Phillips | 4-6,1-6 |